Kinetic Resolution of Unsymmetrical Acyclic Allyl Carbonates Using Trimethylsilyl Cyanide via Palladium-Catalyzed Asymmetric Allylic Alkylation

The kinetic resolution of 1,3-disubstituted unsymmetrical allylic substrates with TMSCN as the nucleophile was realized via palladium-catalyzed asymmetric allylic alkylation, providing optically active allylic substrates and ,-unsaturated nitriles in good yield and enantioselectivity.

Saved in:
Bibliographic Details
Published inSynlett Vol. 26; no. 11; pp. 1510 - 1514
Main Authors Bai, Da-Chang, Wang, Wan-Ying, Ding, Chang-Hua, Hou, Xue-Long
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.07.2015
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALCOHOLS
asymmetric allylic alkylation
LIGANDS
kinetic resolution
unsymmetrical acylic allyl carbonates
trimethylsilyl cyanide
ACETATES
palladium
CYANATION
Online AccessGet more information

Cover

More Information
Summary:The kinetic resolution of 1,3-disubstituted unsymmetrical allylic substrates with TMSCN as the nucleophile was realized via palladium-catalyzed asymmetric allylic alkylation, providing optically active allylic substrates and ,-unsaturated nitriles in good yield and enantioselectivity.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0034-1378709